Davis started in commercials when he was four years old, and at age 11 was cast as Louis in the Broadway production of The King and I with Yul Brynner.[1] A national U.S. tour followed and, after 750 performances, Davis returned home to attend school.[2]

Davis has toured on the "The Improv All Stars" alongside fellow Whose Line stars Drew Carey, Ryan Stiles, Colin Mochrie, Chip Esten, Brad Sherwood, Kathy Greenwood and Greg Proops.[2] Davis has also been part of two USO tours and tours with Stiles, Esten and Proops doing live shows in various cities across the US and Canada. He was often used in games that required improvisational singing and usually partnered with Wayne Brady on Whose Line and Esten on Drew Carey's Green Screen Show or live tours. He still performs live improv shows with Esten, Proops and Stiles under the name Whose Live Anyway? and they regularly tour around the USA and Canada.

Davis was one of the rotating announcers on television's longest running game show The Price Is Right after Rich Fields's departure.[3] Davis often modeled prizes (prizes oriented towards men such as watches, men's clothing, and occasionally a musical instrument are usually modeled by the announcer) and participated in games where the model traditionally participates (when only two models are available). However, George Gray eventually got the job.

Since June 2012, Davis has co-hosted the live improvisational comedy podcast Harmontown with Community creator Dan Harmon, staged within Meltdown Comics in Los Angeles. Davis acts as "comptroller", serving as the show's anchor, announcer and sidekick. In 2014, Game Show Network announced he would host a game show called The Line.